I remember seeing, probably in the 90s, a short movie with a nerdy insurance salesman who decided, for reasons I can't remember, to summon a demon.
He successfully summoned two, one traditionally demonic, and another which understood a lot about insurance. I remember the summoner passed a policy through the summoning circle for that demon to check out, and after reading it briefly, he said, "Wow."
The other demon that was summoned, I think in a different summoning circle, was highly irritated at the situation of two insurance nerds, one of them demonic, obsessing over something as mundane as insurance.
The movie reminds me of the style of Tales from the Crypt, though I couldn't find anything that seemed like it might be the correct short. The movie was probably about 10 minutes long.
Any ideas of the series and title?